There's a bug with Chanel's room cleaning where the game will tell you that you're not wearing the right clothes, even if you're wearing the maid clothes, the maid stockings, the maid panties, and the maid heels and nothing else.
It turns out that even though the default for Bra and the other slot show an empty black square, apparently there is something equipped in that slot, which the game recognises at "not maid stuff" and so you can't clean the room.
As weird as it is, you have to click the "empty" slots to unequip whatever the game thinks you're wearing.
Also can we get rid of the automatic game overs for failing? The game is quite grindy and to get an instant game over because it took me a week to figure out that bug, and I didn't clean Chanel's room in time was literally bonerkilling.